Waterfront vacation rentals in Oak Bluffs
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Oak Bluffs
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oak Bluffs waterfront rentals
Waterfront apartment rentals
Apartment in Wareham
4.94 out of 5 average rating, 134 reviews⭐ Gorgeous Beach Views -- The Sand Dollar Suite
Apartment in Sagamore Beach
4.97 out of 5 average rating, 104 reviewsCape Cod Canal Home
Apartment in Barnstable
5.0 out of 5 average rating, 3 reviews2 BR pond suite w/ private kitchen/bath/living
Apartment in Falmouth
4.91 out of 5 average rating, 75 reviewsOn Eel Pond: Woods Hole Waterfront Retreat
Apartment in Marion
4.92 out of 5 average rating, 38 reviewsHARBOR VIEW CARRIAGE HOUSE, LOCATED IN VILLAGE
Apartment in Sandwich
4.88 out of 5 average rating, 113 reviewsGorgeous Garden Studio Apartment close to beach
Apartment in Oak Bluffs
4.85 out of 5 average rating, 20 reviewsOak Bluff's Beach House
Apartment in Dartmouth
5.0 out of 5 average rating, 3 reviewsWaterfront retreat with dock
Waterfront house rentals
Home in Falmouth
5.0 out of 5 average rating, 135 reviewsPrivate Pond-side Cape Cod Home
Home in Barnstable
4.91 out of 5 average rating, 175 reviewsLake Front Stunning Cape Cod Views w Private Beach
Home in Chilmark
4.88 out of 5 average rating, 40 reviewsCozy Waterfront Cottage, Newly Remodeled!
Home in Wareham
5.0 out of 5 average rating, 40 reviewsSunset Cove Beach
Home in Barnstable
5.0 out of 5 average rating, 26 reviewsPrivate Lake Beach, Spectacular Views & Amenities
Home in Barnstable
4.98 out of 5 average rating, 93 reviewsBeautiful Private Beach House
Home in Mashpee
5.0 out of 5 average rating, 8 reviewsPopponesset-Breathtaking views of pond & beach
Home in Cotuit
4.92 out of 5 average rating, 12 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Waterfront condo rentals
Condo in Oak Bluffs
4.95 out of 5 average rating, 21 reviewsLOCATION LOCATION!! Ocean- View TOP Floor Condo
Condo in Oak Bluffs
5.0 out of 5 average rating, 6 reviewsOcean View Gem, Walk to it All, No Car Needed!
Condo in Barnstable
Charming Hyannis 3 Bed 2 Bath
Condo in Oak Bluffs
4.8 out of 5 average rating, 40 reviewsSerenity on Martha's Vineyard
Condo in New Bedford
4.98 out of 5 average rating, 44 reviews2 BR in heart of Historic New Bedford, water views
Condo in Mashpee
4.94 out of 5 average rating, 62 reviewsSummer@Serenity By The Sea,New Seabury,Mashpee, MA
Condo in Falmouth
4.78 out of 5 average rating, 32 reviewsLovely lakefront condo with pool
Condo in Mashpee
5.0 out of 5 average rating, 11 reviewsBeach, Steps Away, * Reduced Seasonal Rental *
Quick stats about waterfront rentals in Oak Bluffs
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
$110 before taxes and fees
Destinations to explore
- Cape Cod Vacation rentals
- Martha's Vineyard Vacation rentals
- Cambridge Vacation rentals
- Montauk Vacation rentals
- Nantucket Vacation rentals
- Salem Vacation rentals
- Newport Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Waterfront rentals United States
- Waterfront rentals Boston
- Waterfront rentals Cape Cod
- Waterfront rentals Massachusetts
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Hotel rentals Oak Bluffs
- Kid-friendly rentals Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Rentals with pools Oak Bluffs
- Bed and breakfasts Oak Bluffs
- Rentals with a fireplace Oak Bluffs
- Fitness-friendly rentals Oak Bluffs
- Beachfront rentals Oak Bluffs
- Cottage rentals Oak Bluffs
- Condo rentals Oak Bluffs
- Boutique hotel rentals Oak Bluffs
- Rentals with a washer and dryer Oak Bluffs
- Rentals with beach access Oak Bluffs
- Rentals with a patio Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Monthly Rentals Oak Bluffs
- Apartment rentals Oak Bluffs
- Rentals with a kayak Oak Bluffs
- House rentals Oak Bluffs
- Rentals with a fire pit Oak Bluffs
- Rentals with lake access Oak Bluffs
- Waterfront rentals Dukes County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes